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Usage

Uses

Used in Chemical Catalysis:
2,2'-BIS[(4S)-4-BENZYL-2-OXAZOLINE] is used as a catalyst for the enantioselective hydrosilylation of ketones. This application takes advantage of the compound's ability to selectively promote the reaction of ketones with silyl hydrides, leading to the formation of chiral silyl ethers with high enantiomeric purity.
Used in Coordination Complexes:
In the field of coordination chemistry, 2,2'-BIS[(4S)-4-BENZYL-2-OXAZOLINE] serves as a Schiff base ligand in the preparation of rhodium(I) and palladium(II) coordination complexes. These complexes are of interest due to their potential applications in homogeneous catalysis and the study of their electronic and stereochemical properties.
Used in Copper(I) Halide Complexes:
2,2'-BIS[(4S)-4-BENZYL-2-OXAZOLINE] is also used as a ligand in the formation of copper(I) halide complexes. These complexes are applicable in the synthesis of coordination polymers, which are materials with potential applications in various fields, such as gas storage, catalysis, and magnetism.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 2,2'-BIS[(4S)-4-BENZYL-2-OXAZOLINE] may also find applications in the pharmaceutical industry, potentially as a building block for the synthesis of chiral drugs or as a chiral auxiliary in asymmetric synthesis. Its unique structure and potential for coordination with metal ions make it a promising candidate for further exploration in this field.

Upstream product

• 5267-64-1 (R)-2-amino-3-phenylpropanol 
• 19071-60-4 (S)-N,N'-bis<1-(hydroxymethyl)-2-phenylethyl>ethanediamide 
• 3182-95-4 L-Phenylalaninol 
• 133485-45-7 (S)-N,N'-bis<1-(chloromethyl)-2-phenylethyl>ethanediamide 

Relevant academic research and scientific papers

Chiral Alkyl Amine Synthesis via Catalytic Enantioselective Hydroalkylation of Enecarbamates

Chiral alkyl amines are omnipresent as bioactive molecules and synthetic intermediates. The catalytic and enantioselective synthesis of alkyl amines from readily accessible precursors is challenging. Here we develop a nickel-catalyzed hydroalkylation method to assemble a wide range of chiral alkyl amines from enecarbamates (N-Cbz-protected enamines) and alkyl halides with high regio- and enantioselectivity. The method works for both nonactivated and activated alkyl halides and is able to produce enantiomerically enriched amines with two minimally differentiated α-alkyl substituents. The mild conditions lead to high functional group tolerance, which is demonstrated in the postproduct functionalization of many natural products and drug molecules, as well as the synthesis of chiral building blocks and key intermediates to bioactive compounds.

Palladium complexes with meso-bioxazoline ligands for alternating styrene/CO copolymerisation: Counterion effect

Two sets of mono- and dicationic palladium complexes (8) and (10), having CF3SO3-,BF4- and PF6- as counterions, were synthesised. The interionic structure of the methyl-acetonitrile complexes [Pd((R,S)-Bn-Box)(CH3) (NCCH3)](X) (8) in

Enantioselective Cyclopropanation of Allylic Alcohols. The Effect of Zinc Iodide

The effect of zinc iodide on the catalytic, enantioselective cyclopropanation of aliylic alcohols is examined with bis(iodomethyl)zinc as the reagent and bis-methanesulfonamide 7 as the catalyst. Significant rate enhancement was observed when 1 equiv of zinc iodide was present, but more importantly, the enantiomeric excess of the product cyclopropane increased from 80% to 89% for the substrate cinnamyl alcohol. Reaction studies and spectroscopic investigations show that this remarkable influence is the result of reagent modification via a Schlenk equilibrium that produces the more reactive and selective species (iodomethyl)zinc iodide.

C2-Symmetric 4,4',5,5'-Tetrahydrobi(oxazoles) and 4,4',5,5'-Tetrahydro-2,2'-methylenebis as Chiral Ligands for Enantioselective Catalysis

The synthesis of a series of enantiomerically pure, C2-symmetric 4,4',5,5'-tetrahydro-2,2'-methylene-bis and 4,4',5,5'-tetrahydro-2,2'-bi(oxazoles) is reported.Copper complexes with anionic tetrahydromethylenebis ligands are efficient c